Replacement of Cl of chlorobenzene to give phenol requires drastic conditions but Cl of 2,4,6 - trinitro chloro benzene is readily replaced because:
A
NO2 makes ring electrons rich at ortho and para positions
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B
NO2 withdraws electrons from meta position
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C
NO2 donates electrons at meta position
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D
NO2 withdraws electrons from ortho, para positions
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Solution
The correct option is DNO2 withdraws electrons from ortho, para positions Benzene doesn't undergo nucleophilic substitution reaction easily but as number of NO2−(electron withdrawing group) group increases, benzene become electron deficient and it undergoes nucleophilic substitution.
When −NO2 present at ortho and para to chlorine then nucleophilic substitution occurs.
So 2,4,6 - trinitro chlorobenzene reacts with NaOH and perform nucleophilic substitution reaction.